The Preparation of Protio and Deuterio Derivatives of the Tetracyanoquinodimethane Tetrathio-fulvalene Complex
David Dolphin, Pegg, W., and Wirz, P.
Can. J. Chem.
Tetrahydrothiofulvene-d4 (I) was prepared in 6 steps from 4,5-dicyano-1,3-dithiole-2-thione (II, R = CN). Thus II (R = CN) treated with acid gave II (R = CO 2H) which was decarboxylated, methylated and demethylated to give II (R = H). Oxidation of the latter gave a dithiolium salt which was treated with Et2N in MeCN followed by exchange with MeOD-NaOMe to give I.